Diamondhead is unlike anywhere else on the Mississippi Gulf Coast — a single, planned, amenity-rich community built around two golf courses and a marina, just off I-10 near Bay St. Louis. It isn’t a city with distinct old neighborhoods; it’s one master-planned community with its own named villages and sections, each with a different feel and price point. Here’s an honest, area-by-area rundown from a broker who’s worked this coast since 2003.

Nearly every address in Diamondhead falls under the community’s own property owners’ association, so the real choice isn’t “which neighborhood” so much as “which section of Diamondhead” — golf-course frontage, villa-style condos, or one of the smaller established subdivisions inside the community’s footprint.

The Golf & Marina Core

The heart of Diamondhead — logged in MLS simply as “Diamondhead” — is the original master-planned section built around the community’s two golf courses and its marina, with Hawaiian-themed street names (Analii, Ahekolo, Hamakua, Alakoko) that are a Diamondhead trademark. Recent listings here range widely, roughly $70,000 for a smaller condo unit up past $700,000 for a larger custom home, reflecting the mix of original 1970s-era homes, newer construction, and villa-style units throughout the core.

Who it fits: golfers, boaters, and buyers who want to be inside the heart of the community, close to the clubhouse, marina, and amenities.

Glen Eagle

Glen Eagle is one of Diamondhead’s named golf-course sections, with recent sales around $425,000 — on the higher end for the community. Homes here tend to back onto or sit near the fairways, which is the draw for buyers who want the course as their backyard view rather than just amenity access.

Who it fits: golfers and buyers who want fairway-adjacent living and are willing to pay for it.

High Point & The Oaks

High Point and The Oaks are more moderately priced established sections within Diamondhead, with recent listings in the roughly $195,000–$230,000 range. These offer the same access to Diamondhead’s amenities and POA-maintained common areas as the core, at a lower entry price than golf-frontage property.

Who it fits: buyers who want Diamondhead’s lifestyle and amenities without paying a golf-frontage premium.

Molokai Villages

Molokai Villages is Diamondhead’s condo/villa product — attached units with recent sales roughly $83,000–$137,000, the most affordable entry point into the community. It’s a common choice for second-home buyers and buyers who want low-maintenance ownership inside Diamondhead without a full single-family home.

Who it fits: second-home buyers, downsizers, and anyone who wants Diamondhead access with minimal exterior maintenance.

The Diamondhead Market Right Now

As of the most recent MLS United figures for single-family homes in Diamondhead (pulled 27 August 2026), the market is close to balanced — about 5.9 months of supply, with homes averaging 73 days on market. The typical sold price over the past 12 months was $245,750, with moderate inventory (around 120 active listings) giving buyers reasonable room to shop and negotiate. Remember to factor the community’s POA dues into your budget alongside the purchase price. See current inventory and live pricing on our Diamondhead real estate page.

What to Check Before Buying in Diamondhead

A few things worth confirming before you commit to a Diamondhead property:

POA dues & what they cover. Diamondhead’s amenities — golf, marina, common areas — are funded by property owners’ association dues. Get the current amount and exactly what it includes before you offer.
Flood zone near the bayous & marina. Diamondhead sits along bayous with marina access to the bay. Your flood zone — not the community — drives your insurance cost, and it varies lot to lot. We pull the FEMA determination before you make an offer.
Golf-course vs. interior lot. Fairway-facing homes carry a price premium and their own considerations (errant balls, course maintenance schedules) compared with interior sections like High Point or The Oaks.
Condo vs. single-family rules. Molokai Villages and other attached products carry their own association rules distinct from the community-wide POA — review both sets of governing documents.
Age & condition of original-era homes. Diamondhead has a mix of 1970s-era homes and newer construction; have any older home inspected for updates to roofing, electrical, and plumbing.

How to Choose Your Diamondhead Section

There’s no single “best neighborhood” in Diamondhead — the real choice is how close to the golf and marina amenities you want to be, and how much maintenance you want to take on. Want to be in the middle of it all? The golf and marina core. Want the fairway as your view? Glen Eagle. Want the lifestyle at a lower price? High Point or The Oaks. Want low-maintenance and the most affordable entry? Molokai Villages.

Weighing Diamondhead against its historic neighbor? See our guide to Bay St. Louis, just across the interstate, or compare it with the more budget-focused Waveland.

Diamondhead Neighborhoods FAQ

Is Diamondhead, MS a good place to live?

For golfers, boaters, and retirees, yes — it’s a quiet, amenity-rich planned community with golf, a marina, and a strong sense of place near Bay St. Louis. The trade-offs are POA dues and a suburban-resort feel rather than a walkable, historic downtown.

Does Diamondhead have HOA or POA fees?

Yes. Diamondhead is a planned community with a property owners’ association that maintains the golf courses, marina, and common areas, so factor those dues into your budget alongside the home price.

What’s the difference between the Diamondhead sections?

The original core has the widest mix of ages and prices and sits closest to the clubhouse and marina; Glen Eagle is golf-course frontage at a premium; High Point and The Oaks are more moderately priced established sections; Molokai Villages is the community’s condo/villa product and its most affordable entry point.

How much do homes cost in Diamondhead?

The typical single-family home sold for about $245,750 over the past 12 months (pulled 27 August 2026), with a market close to balanced — reasonable value for an amenity community, before factoring in POA dues.

See Diamondhead Homes Before They Hit Zillow

Free MLS-direct alerts on every new Diamondhead listing, price drop, and back-on-market home — sent the moment they list, typically 24–48 hours ahead of Zillow and Realtor.com. Local broker since 2003.